Diaryliodoniums as Hybrid Hydrogen- and Halogen-Bond-Donating Organocatalysts for the Groebke–Blackburn–Bienaymé Reaction
Mikhail V. Il’in, Alexandra A. Sysoeva, Alexander S. Novikov, Dmitrii S. Bolotin
Abstract
H nuclear magnetic resonance (NMR) titrations, in conjunction with those from DFT calculations, indicate that this could be explained in terms of the additional energy required for the rotation of the phenyl ring in the diphenyliodonium cation during ligation of the substrate.
Topics & Concepts
ChemistryTrifluoromethanesulfonateCatalysisDensity functional theoryHalogenHydrogen bondNon-covalent interactionsPhotochemistrySubstrate (aquarium)Computational chemistryOrganic chemistryAlkylMoleculeOceanographyGeologyAsymmetric Synthesis and CatalysisOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions